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Synlett 2017; 28(15): 1934-1938
DOI: 10.1055/s-0036-1590974
DOI: 10.1055/s-0036-1590974
cluster
Polyfluorophenyl Ester-Terminated Homobifunctional Cross-Linkers for Protein Conjugation
We are grateful to the National Key Research and Development Program of China (2017YFA0505200), the National Natural Science Foundation of China (21402058 and 21272084), and the self-determined research funds of CCNU from the college’s basic research and operation of MOE (CCNU16A02001) for support of this research. Assistance from the Program of Introducing Talents of Discipline to Universities of China (111 program, B17019) is also acknowledgedFurther Information
Publication History
Received: 30 April 2017
Accepted after revision: 03 July 2017
Publication Date:
08 August 2017 (online)
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◊Equal contributions from these authors
Published as part of the Cluster Recent Advances in Peptide and Protein Synthesis
Abstract
Along with N-hydroxysuccinimidyl, p-nitrophenyl, and phenylseleno esters, tetra- and penta-fluorophenyl esters were comparatively evaluated in term of their reactivity and hydrolytic stability. Their homobifunctional cross-linkers were prepared to conjugate proteins with small molecules, including carbohydrates, fluorescent dyes, and poly(ethylene glycol) monomethyl ether. The conjugations proceeded under mild conditions, affording the corresponding protein conjugates with good efficiency.
Key words
protein conjugation - cross-linking - carbohydrates - dyes - polyethylene glycol - linking groupSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590974.
- Supporting Information
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References and Notes
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For PFP esters used in peptide synthesis, see:
For TFP esters used in peptide synthesis, see:
Cross-linkers that contain heterocyclic motifs proved to be immunodominant, leading to a reduced immune response to the haptens targeted, see: